Self-Immolative Copolymer Decomposition at Ambient Temperature

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Solution Overview

Problem

Current self-immolative polymers require high temperatures or large quantities of reactants for decomposition, making them non-fail-safe and difficult to control, especially at low temperatures, and lack suitable triggering mechanisms.

Innovation Solution

Development of self-immolative copolymers with a low ceiling temperature that can degrade completely upon exposure to stimuli like light, heat, or chemicals, using phthalaldehyde and other aldehydes, along with photocatalysts and crosslinking agents to enhance mechanical properties and triggering efficiency.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If high temperatures or large quantities of reactants are used for decomposition, then the polymer can be destroyed, but the process becomes non-fail-safe and difficult to control

Engineering Contradiction:
Improvefail-safe decompositionVSAvoiddecomposition temperature
Core Design Contradiction:
ReliabilityVSTemperature

Solution Approach 1:

The patent changes the chemical parameters of the polymer system by introducing low ceiling temperature polymers with specific chemical structures (Tc below ambient temperature). This allows the material to be thermodynamically unstable at target ambient temperatures, enabling decomposition to proceed reliably at low temperatures without requiring high thermal energy input, thus achieving fail-safe decomposition while maintaining controllability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent incorporates triggerable functional groups and catalytic sites into the polymer structure during synthesis. These preliminary embedded triggers (chemical, thermal, or photoactivated) are positioned throughout the polymer chain, so that when activated, they immediately initiate decomposition without requiring external high-temperature conditions or large quantities of additional reactants, ensuring reliable and controllable destruction.

Inventive Principle:
Principle #10Preliminary action

2Reliability

If high temperatures are applied for extended periods to decompose each chemical bond, then complete destruction is achieved, but the process is time-consuming and energy-intensive

Engineering Contradiction:
Improvecomplete decompositionVSAvoiddecomposition time
Core Design Contradiction:
ReliabilityVSLoss of time

Solution Approach 1:

The patent changes the thermodynamic parameters of the polymer system by designing low ceiling temperature polymers where Tc is below the target ambient temperature. This thermodynamic design ensures that decomposition is spontaneous and rapid at ambient conditions, eliminating the need for extended high-temperature treatment. The chemical structure itself enables complete decomposition to occur quickly and reliably without time-consuming thermal processing.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent designs polymers with self-triggering decomposition mechanisms where the polymer structure contains embedded triggerable functional groups that automatically initiate breakdown when exposed to specific stimuli. This self-service capability eliminates the need for continuous external energy input or prolonged processing times, as the polymer autonomously completes its decomposition once triggered, achieving complete destruction rapidly and efficiently.

Inventive Principle:
Principle #25Self-service

3Reliability

If low ceiling temperature polymers are used for decomposition at ambient temperatures, then fail-safe decomposition is achieved, but suitable triggering mechanisms are lacking

Engineering Contradiction:
Improvefail-safe decompositionVSAvoidtriggering mechanisms
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent incorporates multiple types of triggerable functional groups within the same polymer system, including chemical triggers, thermal triggers, and photoactivated triggers. This multi-functional design provides versatility in triggering mechanisms while maintaining the low ceiling temperature characteristic that enables fail-safe decomposition at ambient temperatures. The polymer can respond to different stimuli depending on the application requirements.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The patent introduces catalytic functional groups as intermediaries that facilitate the decomposition process. These catalysts are embedded within the polymer structure and act as mediators between the external trigger and the polymer backbone breakdown. When a trigger (chemical, thermal, or photo) is applied, the catalytic sites accelerate the decomposition reaction, ensuring reliable and complete breakdown at ambient temperatures without requiring excessive energy input.

Inventive Principle:
Principle #24Intermediary (Mediator)

4Reliability

If the polymer structure is simplified for easy decomposition, then transience is achieved, but mechanical strength and toughness are reduced

Engineering Contradiction:
Improvetransient natureVSAvoidmechanical strength
Core Design Contradiction:
ReliabilityVSStrength

Solution Approach 1:

The patent employs block copolymer architecture where the polymer consists of distinct segments: mechanically robust blocks that provide strength and toughness, and low ceiling temperature blocks that enable decomposition. This segmentation allows the material to exhibit both desired mechanical properties and transient behavior. The decomposable blocks are strategically positioned to break down first, while the structural blocks maintain integrity during service and facilitate controlled decomposition afterward.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent creates composite polymer structures combining materials with different functions: one component provides mechanical strength and structural integrity, while another component provides low ceiling temperature characteristics for easy decomposition. This composite approach allows the material to simultaneously achieve both mechanical performance and transient nature, as the decomposable component breaks down while the structural component maintains form integrity during use.

Inventive Principle:
Principle #40Composite materials

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The copolymers achieve reliable and controlled decomposition at ambient temperatures, providing mechanical strength and toughness while ensuring complete degradation, thus addressing the limitations of existing polymers in terms of temperature and triggering mechanisms.

Implementation Method 1

Self-immolative polymers are polymers that irreversibly disassemble into one or more compounds spontaneously or when triggered by a specific external stimulus or catalyst. Self-immolative polymers that decompose or depolymerize into small molecules or revert back to their monomer units

Methodology Applied
Scientific EffectDepolymerization: Decomposition (biological)

Implementation Method 2

along with photocatalysts and crosslinking agents to enhance mechanical properties and triggering efficiency

Methodology Applied
Scientific EffectPhotocatalysis: Catalysis

Implementation Method 3

The copolymers achieve reliable and controlled decomposition at ambient temperatures

Methodology Applied
Scientific EffectThermal decomposition: Thermolysis

Data Source

PatentUS10662274B2Self-immolative polymers, articles thereof, and methods of making and using same
Publication Date: 2020.05.26 GEORGIA TECH RES CORP
  • US10662274B2 patent drawing
  • US10662274B2 patent drawing
  • US10662274B2 patent drawing

AI summary

Self-immolative polymers and compositions comprising such polymers are described. The polymers are copolymers of phthalaldehyde and one or more additional aldehydes and can degrade/decompose upon exposure to a desired stimulus, like light, heat, sound, or chemical trigger. The copolymers can be linear or cyclic, and can be crosslinked or uncrosslinked. Polymer compositions, including multilayered and multiregioned compositions, containing the copolymers are disclosed. These compositions can contain agents such as crosslinking agents, crosslinking catalysts, photocatalysts, thermocatalyst, sensitizers, chemical amplifiers, freezing point depressing agent, photo-response delaying agents, and the like. Methods of making and using the copolymers are also described.